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11. 1956: Grace Kelly
Style icon Grace Kelly showed up to the Academy Awards with MGM publicist Morgan Hudgins wearing a classically feminine gown. The frock was designed by costume designer Helen Rose, who also designed the costumes for Kelly's two 1956 movies, High Society and The Swan. Rose was also the designer behind Kelly's looks in 1953's Mogambo and 1954's Green Fire. 

More importantly, Rose would go on to design the actress's wedding dress to Prince Rainier III of Monaco in 1956, which took 30 seamstresses, 25 yards of silk taffeta, antique rose-point lace, and six weeks of work. But before Rose sent Kelly down the aisle in what would become one of the most iconic wedding dresses in history, she created this lovely white number for the Academy Awards.

The ballgown had floral embroidery delicately decorating the skirt, and the neckline consisted of a chiffon crisscross style across her chest. Kelly accented the look with an evening wrap draped across her chest for a demure look while walking down the red carpet.

While Kelly was not nominated for an award that evening, she was a presenter for the Best Actor award, which allowed her dress to take center stage during one of the biggest award presentations of the night.